5-Hydroxyisoindoline-1,3-dione

Base Information

• Chemical Name: 5-Hydroxyisoindoline-1,3-dione
• CAS No.: 50727-06-5
• Molecular Formula: C8H5NO3
• Molecular Weight: 163.133
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID30441664
• Wikidata: Q82258532
• Mol file: 50727-06-5.mol

Synonyms:5-Hydroxyisoindoline-1,3-dione;50727-06-5;5-HYDROXY-1H-ISOINDOLE-1,3(2H)-DIONE;5-hydroxyisoindole-1,3-dione;5-hydroxyphthalimide;SCHEMBL177986;5-hydroxy-isoindole-1,3-dione;5-hydroxyisoindoline- 1,3-dione;DTXSID30441664;AMY14116;MFCD11101027;AKOS005216104;CS-W006520;DS-4952;SB66215;1H-isoindole-1,3(2H)-dione, 5-hydroxy-;FT-0751842;C75379;5-hydroxy-2,3-dihydro-1H-isoindole-1,3-dione;A871476;KT7

Chemical Property of 5-Hydroxyisoindoline-1,3-dione

Chemical Property:

• Melting Point: 290 °C(Solv: ethanol (64-17-5))
• PKA: 6.98±0.20(Predicted)
• PSA: 69.89000
• Density: 1.539±0.06 g/cm3(Predicted)
• LogP: 0.28620
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 163.026943022
• Heavy Atom Count: 12
• Complexity: 239

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-Hydroxyisoindoline-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)C(=O)NC2=O
• Uses: 5-Hydroxyisoindoline-1,3-dione is a useful research chemical.

Technology Process of 5-Hydroxyisoindoline-1,3-dione

There total 1 articles about 5-Hydroxyisoindoline-1,3-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

4-hydroxyphthalic anhydride (27550-59-0) → 5-hydroxy-isoindole-1,3-dione (50727-06-5)

Guidance literature:

With ammonia; In toluene; Heating;

DOI:10.1021/jm00393a020

Reference yield: 83.0%

5-hydroxy-isoindole-1,3-dione (50727-06-5) + cyclohexylamine (108-91-8,157973-60-9) → 2-cyclohexyl-5-hydroxyisoindoline-1,3-dione (3975-51-7)

Guidance literature:

With silica gel; In neat (no solvent); at 150 ℃; for 28h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2015.10.016

Reference yield: 79.0%

5-hydroxy-isoindole-1,3-dione (50727-06-5) + 4-chlorobenzylamine (104-86-9) → 2-(4-chlorobenzyl)-5-hydroxyisoindoline-1,3-dione (3943-11-1)

Guidance literature:

With silica gel; In neat (no solvent); at 150 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2015.10.016

upstream raw materials:

4-hydroxyphthalic anhydride

Downstream raw materials:

2-amino-5-hydroxybenzoic acid

5-hydroxy-3-<(Z)-2-phenylethylidene>-1-isoindolinone

6-hydroxy-3-<(Z)-2-phenylethylidene>-1-isoindolinone

6-allyloxy-3-<(Z)-2-phenylethylidene>-1-isoindolinone

Refernces